Effect of Peptide Sequences on Supramolecular Interactions of Naphthaleneimide/Tripeptide Conjugates

Mei Yu Yeh, Ching Ting Huang, Tsung Sheng Lai, Fang Yi Chen, Nien Tzu Chu, Dion Tzu Huan Tseng, Shih Chieh Hung, Hsin-Chieh Lin*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

23 Scopus citations


In this study, we reported a significant difference in the supramolecular hydrogelation of newly discovered NI-GFF (NI-Gly-l-Phe-l-Phe) and NI-FFG (NI-l-Phe-l-Phe-Gly) on the basis of their phase diagrams. With a small difference in the peptide chain between NI-GFF and NI-FFG, we observed a significant difference in their self-assembly properties; NI-GFF formed a stable gel at neutral pH, whereas NI-FFG did not, under the same conditions. From spectroscopic and computational studies, intermolecular π-π interactions and extended hydrogen bonding interactions might reinforce the intermolecular interactions of NI-GFF, which may facilitate the formation of the self-assembled nanostructures and the hydrogel. In addition, the aggregation-induced emission (AIE)-active NI-GFF reveals relatively good biocompatibility compared with that of NI-FFG for two commonly used cell lines, suggesting that it is a promising candidate for use as a supramolecular material in biomedical applications. Our results highlight the importance of tripeptide sequences in a self-assembling hydrogel system.

Original languageEnglish
Pages (from-to)7630-7638
Number of pages9
Issue number30
StatePublished - 2 Aug 2016

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